Propanedioic acid, [(1S)-3-oxocyclopentyl]-, diethyl ester

Base Information

Chemical Name:Propanedioic acid, [(1S)-3-oxocyclopentyl]-, diethyl ester
CAS No.:193530-87-9
Molecular Formula:C12H18O5
Molecular Weight:
Hs Code.:
Mol file:193530-87-9.mol

Synonyms:

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Chemical Property of Propanedioic acid, [(1S)-3-oxocyclopentyl]-, diethyl ester

Chemical Property:

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Technology Process of Propanedioic acid, [(1S)-3-oxocyclopentyl]-, diethyl ester

There total 1 articles about Propanedioic acid, [(1S)-3-oxocyclopentyl]-, diethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

: 930-30-3
cyclopent-2-enone

: 105-53-3
diethyl malonate

: (R)-(+)-3-di(ethoxycarbonyl)methyl-1-cyclopentanone

: 193530-87-9
(S)-3-di(ethoxycarbonyl)methyl-1-cyclopentanone

: 160115-23-1
(S)-3-di(methoxycarbonyl)methyl-1-cyclopentanone

Guidance literature:: In methanol; water; at 35 ℃; for 12h; enantioselective reaction; Enzymatic reaction;
DOI:10.1007/s10562-017-2095-4

Reference yield:

: 193530-87-9
(S)-3-di(ethoxycarbonyl)methyl-1-cyclopentanone

: 189506-61-4
coronatine benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / aq. TsOH / various solvent(s) / 24 h / 50 °C

2: 84 percent / aq. LiCl / dimethylsulfoxide / 4 h / 180 °C

4: 94 percent / aq. p-TsOH / acetone / 24 h / Ambient temperature

5: NaH / ethanol / 0 deg C to rt

6: 70 percent / aq. HCl / Heating

7: 89 percent / Et₃N, DMAP, EtN=C=N(CH₂)3NMe₂*HCl / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; dmap; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In ethanol; dichloromethane; dimethyl sulfoxide; acetone;
DOI:10.1016/S0040-4020(97)00614-5

Reference yield:

: 193530-87-9
(S)-3-di(ethoxycarbonyl)methyl-1-cyclopentanone

: 62251-96-1
(+)-coronatine

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / aq. TsOH / various solvent(s) / 24 h / 50 °C

2: 84 percent / aq. LiCl / dimethylsulfoxide / 4 h / 180 °C

4: 94 percent / aq. p-TsOH / acetone / 24 h / Ambient temperature

5: NaH / ethanol / 0 deg C to rt

6: 70 percent / aq. HCl / Heating

7: 89 percent / Et₃N, DMAP, EtN=C=N(CH₂)3NMe₂*HCl / CH₂Cl₂ / 24 h / Ambient temperature

8: 80 percent / H₂ / Pd-C / ethyl acetate / 0.33 h / Ambient temperature

With hydrogenchloride; dmap; hydrogen; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; palladium on activated charcoal; In ethanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetone;
DOI:10.1016/S0040-4020(97)00614-5